Technical Product Manager | Enterprise Automation & Systems Strategy

Description Delavan Holdings is building a modern Office of the CTO focused on operational modernization, enterprise systems improvement, workflow automation, and practical AI adoption across a diversified portfolio of businesses including automotive retail, hospitality, logistics, industrial services, and professional services. We are seeking a Technical Product Manager to help structure, prioritize, and drive enterprise AI and technology initiatives across the organization. This role works closely with operational leaders, technical resources, and executive leadership to translate business challenges into scalable workflows, automation opportunities, systems improvements, and AI-assisted operational solutions. This is not a traditional product management role supporting a single customer-facing software platform. Instead, this role helps define and coordinate internal operational products, automation initiatives, reporting solutions, integrations, and workflow improvements across multiple business entities. The ideal candidate combines operational thinking, technical fluency, strong communication skills, and organizational leadership with the ability to operate effectively in a fast-moving and evolving environment. Duties and Responsibilities Partner with operational leaders to identify workflow inefficiencies, process gaps, reporting needs, and AI automation opportunities across departments and business entities. Translate operational and business challenges into structured requirements, implementation plans, workflow solutions, and actionable technology initiatives. Help define internal AI-enabled tools, workflow automations, operational systems, reporting solutions, and integration initiatives. Coordinate delivery efforts across technical resources, operational stakeholders, vendors, and the Office of the CTO. Maintain and prioritize a centralized backlog of enterprise technology, workflow automation, and AI-related initiatives. Lead discovery discussions, workflow assessments, and operational analysis sessions with teams across the organization. Define project goals, implementation priorities, operational outcomes, and business success metrics. Support the evaluation and implementation of SaaS platforms, AI technologies, workflow automation tools, reporting systems, and operational software solutions. Communicate initiative status, priorities, recommendations, risks, and implementation progress clearly to both technical and non-technical stakeholders. Help establish scalable intake, prioritization, governance, and operational technology processes as the Office of the CTO continues to grow. Operate with a high level of ownership, independent judgment, discretion, and accountability while balancing multiple priorities. Requirements Required Qualifications 5+ years of experience in Product Management, Business Analysis, Technical Program Management, Operations Technology, Solutions Delivery, or related leadership roles. Experience managing cross-functional initiatives involving multiple stakeholders, operational teams, and competing priorities. Strong technical fluency and comfort discussing APIs, integrations, workflow systems, enterprise applications, automation concepts, and operational technology solutions. Hands-on experience using AI tools such as Claude, ChatGPT, Copilot, or similar technologies in a professional environment. Strong communication, organizational, operational problem-solving, and stakeholder management skills. Experience gathering requirements, facilitating discovery discussions, documenting workflows, and coordinating implementation efforts. Ability to work independently and help create structure within evolving processes and environments. Preferred Qualifications Experience working within multi-entity, franchise, or operationally complex organizations. Familiarity with workflow automation platforms such as Zapier, Make, Power Automate, UiPath, or n8n. Exposure to enterprise systems integrations, SaaS implementations, reporting environments, or operational technology initiatives. Experience supporting process improvement, operational modernization, or systems transformation projects. Background in automotive retail, hospitality, logistics, or related industries. Exposure to Power BI, Looker Studio, or operational reporting platforms. Benefits & Perks Medical, Dental, and Vision Insurance 401(k) with Company Match Paid Time Off and Paid Holidays Company-Paid Life Insurance Short-Term and Long-Term Disability Coverage Employee Assistance Program (EAP) Employee Discounts Across Participating Businesses Ongoing Learning and Professional Development Opportunities Opportunity to Help Build a Newly Forming Office of the CTO Exposure to Enterprise AI, Automation, and Operational Modernization Initiatives Compensation $100,000 - $130,000 annually Compensation will be aligned based on experience, technical depth, and overall organizational fit.